40+ Celebs With Amazing Dating Histories, Ranked

Published on 09/22/2023
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Leonardo DiCaprio

Not one person has reached the level of fame as Leonardo DiCaprio. Since his early roles, paparazzi eyes have been on him. Throughout the years, this has included paparazzi and fans closely following the people he’s dated.

Leonardo DiCaprio

Leonardo DiCaprio

This list has too many prominent figures to list, but some celebrities include Demi Moore, Gisele Bündchen, Sienna Miller, and Blake Lively.

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Burt Reynolds

Burt Reynolds was one of the biggest heartthrobs of his generation, so it’s no surprise that people kept a close watch on who he went out with.

Burt Reynolds

Burt Reynolds

Throughout his life, Reynolds had several relationships with people, many of which were high profile. Some of them include Judy Carne and Loni Anderson, as well as Lorna Luft, Kim Basinger, Tammy Wynette, Sally Field, Doris Day, Faye Dunaway, and more!

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